$129 Find Cheap Flights from Chicago Midway Airport to Arizona - Compare and Save

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Cheap Flights from Midway to Arizona

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
Phoenix
3h 45mNonstop
from $254per person
Tucson
3h 45mNonstop
from $401per person
Booking Insights

Price, demand and travel trends for Chicago Midway Airport to Arizona flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

What are the cheapest fares from Chicago Midway Airport to Arizona recently?

The cheapest fare from Chicago Midway Airport to Arizona in the last week was $254 round-trip, to Phoenix Sky Harbor Intl (PHX).

How do fares into airports in Arizona compare?

According to KAYAK data from the last 12 months, the cheapest airports to fly into Arizona from Chicago Midway Airport are:

• Phoenix Sky Harbor Intl (PHX) (avg. price $314)
• Tucson (TUS) (avg. price $488)

Are flights from Chicago Midway Airport to Arizona cheaper or more expensive than last year?

Fares from Chicago Midway Airport to Arizona are about 21% higher than they were in November last year, averaging $393 round-trip.

What's the cheapest month to fly from Chicago Midway Airport to Arizona?

February is typically the cheapest month to fly from Chicago Midway Airport to Arizona, with round-trip fares averaging $269. November and June are usually the most expensive, averaging $461 and $421, respectively.

How do fares from Chicago Midway Airport to Arizona vary by day of the week?

On average, Monday is the cheapest day to fly from Chicago Midway Airport to Arizona and Sunday is the most expensive. Looking at the past 12 months of KAYAK data, it's 16% more expensive to fly on a Sunday compared to Monday.

What's the best time of day to fly from Chicago Midway Airport to Arizona?

It's cheapest to fly to Arizona in the afternoon with average prices of $320. The night is the most expensive time to fly, with average prices of $374.

What's the best time to book a flight from Chicago Midway Airport to Arizona?

Book your flights 9 weeks before your trip. KAYAK data collected over the past 12 months shows that booking in this window can save you around 32% compared to booking at the last minute (within 2 weeks of departure).

Key details for Chicago Midway Airport to Arizona flights

Low season

August

Cheapest flight

$129
Beat the crowds with an average 61% drop in travelers.
The most popular month to fly with an average 121% increase in travelers.
One-way flight from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport

Your Chicago Midway Airport to Arizona flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • Is now a good time to book a flight from Chicago Midway Airport to Arizona?

    Yes. Fares from Chicago Midway Airport to Arizona are low right now. As a rule of thumb, a round-trip under $259 (cheaper than most fares this year) is a good deal, so if you spot one at or below that, it's a good time to book.

  • How much should I budget for a flight from Chicago Midway Airport to Arizona?

    Over the past 12 months, round-trip fares from Chicago Midway Airport to Arizona have typically cost between $259 and $434.

  • What are the main airports serving Arizona?

    There are 15 airports in Arizona. 89% of KAYAK users choose Phoenix Sky Harbor Intl (PHX) as their arrival airport, while 11% choose Tucson (TUS).

  • Which airlines fly nonstop from Chicago Midway Airport to Arizona?

    Based on the flight schedule for the next 3 months, just one airline regularly flies nonstop from Chicago Midway Airport to Arizona: Southwest.

  • Which destinations in Arizona can I fly nonstop from Chicago Midway Airport?

    Based on the flight schedule for the next 3 months, you can fly nonstop from Chicago Midway Airport to 2 destinations in Arizona: Phoenix and Tucson.

  • Is it cheaper to fly with a layover from Chicago Midway Airport to Arizona?

    Yes, nonstop flights from Chicago Midway Airport to Arizona average $322 over the past 12 months, but flights with a layover can cost less. The most affordable connecting airports are:

    • Minneapolis St Paul (MSP) (avg. price $237)
    • Atlanta Hartsfield-Jackson (ATL) (avg. price $283)
    • Dallas/Fort Worth (DFW) (avg. price $300)

  • How long is a flight from Chicago Midway Airport to Arizona?

    Nonstop flights from Chicago Midway Airport to Arizona take 3h 55m on average. The fastest scheduled flight takes 3h 45m, flying into Tucson (TUS).

  • Which cabin classes are available from Chicago Midway Airport to Arizona?

    On flights from Chicago Midway Airport to Arizona you can only book Economy Class.

  • What are some popular landmarks around Arizona?

    Arizona is home to many popular sights. KAYAK travelers' favorites include:

    • Phoenix Convention Center
    • Chase Field
    • Camelback Ranch
    • Mortgage Matchup Center

  • What are the earliest and latest flights from Chicago Midway Airport to Arizona?

    The earliest nonstop flight from Chicago Midway Airport to Arizona departs at 5:00 am and the latest leaves at 10:55 pm. Nonstop flights take about 3h 55m.

Your guide to booking Chicago Midway Airport to Arizona flights

Get tips on when to book, when to fly and what to know before your trip.
  • If you can plan ahead, the sweet spot for booking your flight is 9 weeks before your trip. KAYAK data shows fares in this window are around 32% lower than last-minute bookings (made within 2 weeks of departure). Not ready to commit? Set a Price Alert and we'll let you know when prices change.
  • Flexible with your dates? Fly in February to save some money. It's typically the cheapest month on this route, while flights in November will cost you the most.
  • Fly out on a Monday to get the cheapest fares. Avoid Sunday flights, which are about 16% more expensive.
  • If you're watching your budget, fly into Phoenix Sky Harbor Intl (PHX) which has the lowest average airfare in the region. Just remember to budget for any onward travel by bus, car or domestic flight.
  • Start your trip in Phoenix, the most popular destination in Arizona. From there, it's easy to continue on to other popular spots such as Sedona, Scottsdale and Tucson.
  • Time or money? If speed matters most, fly from Chicago Midway Airport to Tucson (TUS). If you're after the lowest fares, Phoenix Sky Harbor Intl (PHX) is usually your best bet.

Reviews of the top airlines flying from Midway to Arizona

 
Need help choosing which airline to fly with from Midway to Arizona? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4223 reviews
7.5Entertainment
8.0Comfort
8.1Boarding
7.0Food
8.6Crew
Airline reviews

Multiple delays due to weather in Chicago, but the crew did their best to get flights rescheduled and on to their destination. I felt like the crews handled a frustrating situation very well, kudos to them! I was very glad to not have a cancelled flight.

8.0 ExcellentEmmalee, Oct 2026
Read more Southwest reviews

Multiple delays due to weather in Chicago, but the crew did their best to get flights rescheduled and on to their destination. I felt like the crews handled a frustrating situation very well, kudos to them! I was very glad to not have a cancelled flight.

Southwest’s point to point system caused a 2 hour delay due to the crew being late from their inbound flight. Also, the WiFi and entertainment didn’t work on the plane.

A) Checked my luggage at the gate but never got to pre board B) if we are helping with checking our carryon and waiting 40 minutes for it we should have some privileges c) luggage took 40-45 minutes to come.. d) I asked for another snack and was told the plane is full.. seriously a small snack

I like the staff members they were super nice and helpful very sweet people :)

Boarding process of asking for volunteers to check bags goes against the system you had before with 2 bags checked free. This process is more of a guilt trip than a caring attitude toward the customer. In addition bag-size scrutiny has increased which also slows down the process of boarding. My wife said she will not fly on your airline again unless there is no other option.

Overall good, just screaming kids in the area the whole flight.

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

Better than expected. Staff were friendly and nice on both flights.

Just know that everything, and I mean everything is “ala cart”. 60$ just to put something in the overhead bin. I will never fly Frontier again nor do I recommend them to anyone else.

Great for the price. No wifi or entertainment, but gate agents and crew were fantastic and we boarded quickly and left on time.

Our flight was canceled for no known reason. We weren’t told until we were checking in at 5:00 am. This was after our last flight with Frontier where we sat on the plane for three hours (not an exaggeration) before we took off because of a mechanical issue. We won’t be flying Frontier again.

I didn’t have enough time to catch my connecting flight and had to use a different Airline. I will be requesting a refund.

I brought a ticket and car rental through Travelocity. There was no where to add a KTN. So I thought i’d add it by looking up ticket on frontier website. I tried 3 times with the frontier chat bot to add my KTN it never updated my boarding pass. So then I tried showing up early to do it in person at the airport. The first employee update my ktn in the system and gave me a new boarding pass. I was sent back by tsa to join regular line. Then I was told to add my Ktn. It would cost me $25 extra. Given the length of the cue I did pay. Congratulations! BUT I will NEVER fly frontier again. Plus the plane was very old. It had actual ashtrays and old looking tray backs. Worst travel experience ever. Im warning my friends and family not to use frontier ever.

It was delayed 9 hours for operational reasons, despite the plane arriving to the airport on time.

Was just ok with over selling I guess. A lot of people in a short space and when we finally arrive i20 minutes, waiting to get out from the plain because we were waiting authorization for out boarding? Something like that.

They changed my flight and did not want to accommodate me or try to help me in any way. They do not care about their customers.

More options for your flight from Midway to Arizona

Complete your trip to Arizona with a hotel stay or car rental